Remote Helpdesk Analyst II (Remote, USA)

Who We Are

Having surpassed $300M ARR and continuing to grow, Optro helps enterprises transform risk into opportunity through its AI-powered GRC Intelligence Platform. More than 50% of the Fortune 500, including 7 of the Fortune 10, leverage our award-winning technology to move their businesses forward with greater clarity and agility. And our customers love us: Optro is top-rated on G2.com and Gartner Peer Insights.

At Optro, we inspire each other to innovate and are proud of what we are producing. We spend each day thinking of new ways to help our customers and contribute to the greater good of our company and our surrounding communities. We are all about assisting each other and breaking through barriers to create the most loved audit, risk, ESG, and InfoSec platform by our customers. This is how we have become one of the 500 fastest-growing tech companies in North America for the seventh year in a row, as ranked by Deloitte!

About the role

As our Level 2 Help Desk Analyst, you’ll be a go-to technical expert on the Service Desk team. You’ll own complex incidents from start to finish, tackle the toughest troubleshooting challenges, and help shape how we work by improving processes, building documentation, and making our Service Desk more effective for everyone.

This is a hands-on role. In addition to resolving complex issues in a enterprise environment, you’ll help raise the overall maturity of the Service Desk organization. The ideal candidate brings strong problem solving expertise, sound judgment, a high level of ownership, and the ability to improve both service delivery and team capability through direct participation.

Why you’ll love this role

  • Be a technical voice on a respected, remote team supporting a remote first, fast-growing global company.

  • Work with a modern stack including Atlassian Cloud, Microsoft 365, Google Workspace, Slack, Notion, Claude, and Zoom, etc.

  • Partner with People Team and support employee onboarding, offboarding, and identity lifecycle processes.

  • Solve the hard problems, then make sure they don’t come back.

  • Have real impact over how the Service Desk operates, from tooling and automation to documentation and process.

What you’ll do

  • Own and resolve complex incidents

  • Takes ownership of complex, high-impact, and recurring incidents through to resolution.

  • Perform advanced troubleshooting across macOS, Windows, iOS, and Android devices, as well as SaaS applications, identity and access, networking, and collaboration tools.

  • Provide high-touch support to executives and VIP users with professionalism and discretion.

  • Raise the maturity of the Service Desk

  • Own the quality and structure of the knowledge base, creating and maintaining articles, runbooks, and troubleshooting guides for analysts and end users.

  • Partner with Security, Engineering, and business teams to resolve issues and improve service delivery.

  • Maintain accurate inventory records and support hardware provisioning, recovery, and refresh programs.

  • Evaluate new tools and features and contribute to IT projects such as platform rollouts, device refreshes, and process redesigns.

What you’ll bring

  • 5+ years of experience in service desk, desktop support, or systems support, including 2+ years in a senior or escalation-level role.

  • Expert-level proficiency supporting both macOS and Windows, plus iOS and Android mobile devices.

  • Deep hands-on experience administering Google Workspace and/or Microsoft 365, and identity platforms such as Microsoft Entra ID, including SSO, MFA, and access provisioning.

  • Experience with mobile device management (MDM) tools such as Iru, Microsoft Intune.

  • Solid understanding of networking fundamentals (DNS, DHCP, VPN, Wi-Fi) and how they affect the end-user experience.

  • Sound judgment and a strong sense of ownership: you see issues through, prioritize by business impact, and know when to pull others in.

  • Clear, friendly communication skills with technical and non-technical audiences across cultures and time zones.

  • Ability to work a hybrid/remote schedule, participate in an off hour on-call rotation, and travel occasionally to support events.

Nice to have

  • Certifications such as CompTIA Network+/Security+, Microsoft 365 Certified: Administrator, Google Workspace Administrator, Apple Certified Support Professional, or ITIL 4 Foundation.

  • A degree in Information Technology or a related field, or equivalent practical experience.

*perks may vary based on eligibility/location

Our Company Values

  • Customer obsession: It starts and ends here. Consistently ask yourself how what you’re doing creates value for our customers. It’s a mindset.

  • Gritty resilience: Make it happen. Find a way. Move fast, stay positive, and do what it takes.

  • Drive innovation: Create the future. Continuously improve what exists and invent what’s next.

  • Win, together: One team. No silos, no egos. Drive to be the best and support each other’s success.

  • Growth mindset: 10x, not 10%. Think in orders of magnitude, not increments. Seek feedback, learn, and improve.


Please note that background checks are required. Qualified Applicants with arrest or conviction records will be considered for Employment in accordance with the Los Angeles County Fair Chance Ordinance for Employers and the California Fair Chance Act. This role may have access to highly sensitive data, including employee data, customer data, company financials, and proprietary product information.

We love building strong partnerships, but please note that Optro cannot accept unsolicited resumes from agencies. Any submissions without a signed agreement in place will not create a fee obligation.

#LI-Remote

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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